Tag: M.W=200-300

Synthetic Route of 849758-12-9, A common heterocyclic compound, 849758-12-9, name is Methyl 4-bromo-3-fluorobenzoate, molecular formula is C8H6BrFO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

The 4-Bromo-3-fluorobenzoic acid methyl ester (700mg; 2. 45MMOL) was dissolved in acetonitrile (3. 0ML) and placed into a 2ml microwave vessel. To the solution was added 1.5 eq OF BIS (PINACOLATO) diboron (3. 67mmol ; 1. 08G). The mixture was stirred on a magnetic stir plate until dissolution. To the mixture was added KOAC (7. 33mmol ; 7. 16MG) and 60MG of [1,1′-Bis (DIPHENYLPHOSPHINO) FERROCENE] DICHLOROPALLADIUM (II) (0. 03MOL%). The reaction mixture was heated at 160C for 2 X 600S. AFTER completion (monitored by LC- MS), the acetonitrile was evaporated to give A black solid. The solid was dissolved in EtOAc and washed with water, brine and dried over MgSO4. After filtration, the solvent was evaporated under vacuum. The solid material was then dissolved in chloroform and filtered through silica. The chloroform was evaporated to give A dark green solid (used as crude for the next reaction).

The synthetic route of 849758-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RENOVIS, INC.; WO2005/32493; (2005); A2;,
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Related Products of 59247-47-1, The chemical industry reduces the impact on the environment during synthesis 59247-47-1, name is tert-Butyl 4-bromobenzoate, I believe this compound will play a more active role in future production and life.

To a mixture of /er.-butyl 4- bromobenzoate (10.1 g, 39.2 mmol), K3PO4 (20.2 g, 95.0 mmol), and dimethyl malonate (4.50 mL, 39.2 mmol) was added toluene (69 mL), Pd2(dba)3 (975 mg, 1.08 mmol), and P(fert-Bu)3 (12.8 mL, 10percent wt. in hexanes, 4.3 mmol). The reaction mixture was degassed and heated to 85°C. After 2 d, the reaction mixture was diluted with ethyl acetate, washed with water (1 x), brine (1 x), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (5percent to 20percent ethyl acetate in hexanes) gave dimethyl [4-(*erf-butoxycarbonyl)phenyl]malonate as a low melting white solid: 1H NMR (600 MHz, CDCl3) delta 7.98 (d, J= 8.5 Hz, 2H), 7.45 (d, J= 8.2 Hz, 2H), 4.70 (s, IH), 3.76 (s, 6H), 1.58 (s, 9H); ESIMS calcd 331.1 (M+ + Na), found 331.1 (M+ + Na).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 4-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/87129; (2007); A2;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17100-63-9, name is Methyl 4-bromo-3-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C9H9BrO3

To a stirred solution of methyl 4-bromo-3-methoxybenzoate (11.2 g) in THF (130 ml_), methanol (45 mL) and water (45 mL) was added a 1 M solution of lithium hydroxide in water (140 mL). The mixture was stirred at room temperature for 1 h. The solvent was removed in vacuum. Water was added and 1 N hydrochloric acid was added with ice bath cooling until pH 4 was reached. The precipitated solid was collected by filtration, washed with water and dried in vacuum to give 10.1 g of the title compound, that was used without further purification.1H-NMR (300MHz, DMSO-d6): delta [ppm] = 3.87 (s, 3H), 7.42 (dd, 1 H), 7.50 (d, 1 H), 7.68 (d, 1 H), 13.21 (br. s., 1 H).

The synthetic route of 17100-63-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker K.; SCHALL, Andreas; BRIEM, Hans; WENGNER, Antje Margret; SIEMEISTER, Gerhard; STOeCKIGT, Detlef; LIENAU, Philip; WO2014/195276; (2014); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 57381-62-1 as follows. SDS of cas: 57381-62-1

2-bromo-4-chloro-benzoic acid methyl ester (12.4 g, 50 mmol) in toluene (200 ml) was cooled to -70 ° C and trifluoroMethyltrimethylsilane (13 ml, 70 mmol). Tetrabutylammonium fluoride (IM, 2.5 ml) was added dropwise and the mixture was allowed to stand for 4 hoursHeated to room temperature, followed by stirring at room temperature for 10 hours. The reaction mixture was concentrated to give crude [l- (2-bromo-4-chloro-phenyl) -2,2,2-trifluoro-1-methoxy-ethoxy] -trimethyl-silane. The crude intermediate was dissolved in methanol (100 ml) and added6N HCl (100 ml). The mixture was maintained at 45-50 & lt; 0 & gt; C for 12 hours. The methanol was removed and the crude product was extracted with dichloromethane (200 ml)Extract. The combined DCM layers were washed with water (50 ml), NaHCO3 (50 ml), brine (50 ml) and dried over sodium sulfate. Removal of dissolvedThe crude product was purified by ISCO column chromatography using 1-2percent ethyl acetate in hexanes as solventTo give 1- (2-bromo-4-chloro-phenyl) -2,2,2-trifluoro-ethanone (10 g, 70percent).

According to the analysis of related databases, 57381-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Laixiken Pharmaceutical Co., Ltd.; A Luojiyasami·dewasajiayalayi; Jin Haihong; Shi Zhicai; A Xiaoke·tunuli; Wang Ying; Zhang Chengmin; (63 pag.)CN104045626; (2017); B;,
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Application of 20330-90-9,Some common heterocyclic compound, 20330-90-9, name is Dimethyl 5-chloroisophthalate, molecular formula is C10H9ClO4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

5-Chloro isophthalic acid monomethyl ester:; To a solution of 4.92 g (21.5 mmol) dimethyl 5-chloro isophthalat in a mixture of 30 ml methanol and 20 ml tetrahydrofuran are added 1.09 g (19.4 mmol) potassium hydroxide in small portions. The mixture is heated to reflux for 6 hours and 2 days at room temperature. The solvents are removed at reduced pressure. The residue is dissolved in a mixture of water and dichloromethane. The organic layer is acidified with 2M hydrochloric acid to pH 1. The precipitate is filtered off and dried at 40 0C at reduced pressure. 3.08 g of the title compound are obtained as a colorless solid (M-H+ = 213.0).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl 5-chloroisophthalate, its application will become more common.

Reference:
Patent; ALTANA PHARMA AG; WO2006/79645; (2006); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 17100-63-9, name is Methyl 4-bromo-3-methoxybenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: 17100-63-9

Step C. 2-Methoxy-2′-methyl-1,1′-biphenyl-4-carboxylic acid methyl ester; A solution consisting of toluene (100 mL), ethanol (50 mL), and water (50 mL), was sparged with dry nitrogen gas for 45 minutes. To the solvent mixture was added 4-bromo-3-methoxybenzoic acid methyl ester of Step B (26.5 mmol), o-tolylboronic acid (29.1 mmol), and sodium carbonate (112.5 mmol). The mixture was sparged with nitrogen gas for an additional ten minutes. Tetrakis(triphenylphosphine)palladium(0) (1 mmol) was added to the mixture which was then heated at 105 C. for 6 hours. The mixture was cooled and the phases separated. The organic phase was washed three times with a sequence of saturated aqueous sodium carbonate, and brine. The organics were dried over anhydrous sodium sulfate, and evaporated to an oil. Chromatography on silica gel using dichloromethane and hexane (3:1) provided the title compound as a clear oil (6.7g, 99%).

The synthetic route of 17100-63-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; US2006/287522; (2006); A1;,
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Reference of 52727-57-8,Some common heterocyclic compound, 52727-57-8, name is Methyl 2-amino-5-bromobenzoate, molecular formula is C8H8BrNO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

3- (morpholin-4-ylsulfonyl) benzoic acid (271 mg, 1.0 mmol) was suspended in [CH2C12] (10 mL) and (COCl) 2 added (725 mg, 5.7 mmol). A catalytic amount [OF DMF] was then added and the mixture stirred for 4 hrs. The solvent was then removed in vacuo to give the acid chloride as an oil. The oil was dissolved in [CHC13] (10 mL). Methyl 2- amino-5-bromobenzoate (230 mg, 1.0 mmol) was added followed by pyridine [(1] mL). The solution was stirred at room temperature for an additional 12 hrs then poured into 1 M HC1 (20 [ML)] and extracted with EtOAc (3 x 20 mL). The combined organic solutions were dried over Na2S04 and concentrated in vacuo. The resulting residue was purified by silica gel chromatography (20% EtOAc in hexane) to provide 367 mg of the desired methyl ester (76%). The ester was treated with [LIOH] in 1: 1: 1 THF/MeOH/H20 for 12 hrs followed by acidification and extraction with EtOAc. The organic solution was dried over NazS04 and then concentrated in vacuo. The title compound (328 mg, 92%, 70% overall) was obtained as a white solid after recrystalization from [MEOH.] H NMR (400 MHz, DMSO) 2.93 (m, [4H),] 3.65 [(M,] 4H), 7.88 (dd, 1H), 7.90 (d, 1H), 8.00 (d, [1H),] 8.13 (d, 1H), 8.25-8. 29 [(M,] [2H),] 8. 59 (d, 1H), 12.21 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-amino-5-bromobenzoate, its application will become more common.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18414; (2004); A2;,
Ester – Wikipedia,
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Application of 87808-49-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 87808-49-9, name is Methyl 2-bromo-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 2-bromo-4-methylbenzoate (50.0 g, 218 mmol) in perchloromethane (500 mL) was added 2,2′-(diazene-l,2-diyl)bis(2-methylpropanenitrile) (3.58 g, 21.8 mmol) and l-bromopyrrolidine-2,5-dione (42.7 g, 240 mmol). The mixture was stirred at 70 C for 12 hrs. On completion, the reaction mixture was cooled to it and filtered. The filtrate was concentrated under reduced pressure to afford the title compound which was used into the next step without further purification.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-bromo-4-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (358 pag.)WO2017/156165; (2017); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 7686-78-4, name is Diethyl 2-vinylcyclopropane-1,1-dicarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H16O4

Preparation method: In air atmosphere,Add 0.2 mmol of N-pyrimidindolline compound to the microwave reaction tube,0.2 mmol of ethylene cyclopropane compound,0.006mmol of [Ru (p-cymene) Cl2] 2,0.06 mmol of mesitylene,0.04mmol of silver hexafluoroantimonate, microwave reaction at 40 C for 2 hours;After completion of the reaction, rinse with ethyl acetate.Chromatographic separation after concentration under reduced pressure (silica gel 200-300 mesh, eluent: ethyl acetate / petroleum ether gradient elution, ratio from 0/100 to 100/0)Dried to a pale yellow oil,Yield 75%, E / Z = 11: 1.

According to the analysis of related databases, 7686-78-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhengzhou University; Henan Communication Polytechnic College; Zhu Xinju; Wang Qiuling; Xie Xiaona; Zhang Xiaojie; Yan Jing; Xu Yan; Hao Xinqi; Song Maoping; (15 pag.)CN110551106; (2019); A;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 680217-71-4, name is Ethyl 2-(2,6-difluorophenyl)acetate, A new synthetic method of this compound is introduced below., Product Details of 680217-71-4

As in the scheme, a solution of scheme 28 compound 1 (1 g, 3.95 mmol), ester (1.47 g, 7.9 mmol) and CS2CO3 (3.86 g, 11.85 mmol) in DMF (30 mL) under N2 was added and stirred at 110 C for 4 h. The solvent then was evaporated and the remaining residue was diluted with water and extracted with CH2C12. The combined extracts were washed with brine, dried over Na2S04 and concentrated in vacuo. The crude product was purified by prep-HPLC to afford scheme 28 compound 2 (420 mg, 27.4%) as a brown solid.

The synthetic route of 680217-71-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
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